(1,1-dioxidotetrahydro-2H-thiopyran-4-yl)methyl 4-methylbenzenesulfonate

Base Information

• Chemical Name: (1,1-dioxidotetrahydro-2H-thiopyran-4-yl)methyl 4-methylbenzenesulfonate
• CAS No.: 928149-12-6
• Molecular Formula: C13H18O5S2
• Molecular Weight: 318.415
• Mol file: 928149-12-6.mol

Synonyms:toluene-4-sulfonic acid 1'',1''-dioxo-hexahydro-1-thiopyran-4-yl-methyl ester;(1,1-Dioxidotetrahydrothiopyran-4-yl)methyl 4-Methylbenzenesulfonate;1'',1''-dioxo-hexahydro-1-thiopyran-4-yl-methyl ester toluene-4-sulfonic acid;

Chemical Property of (1,1-dioxidotetrahydro-2H-thiopyran-4-yl)methyl 4-methylbenzenesulfonate

Chemical Property:

• Boiling Point: 537.3±23.0 °C(Predicted)
• PSA: 94.27000
• Density: 1.310±0.06 g/cm3(Predicted)
• LogP: 3.68670

Purity/Quality:

97% ^*data from raw suppliers

(1,1-Dioxidotetrahydrothiopyran-4-yl)methyl4-Methylbenzenesulfonate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (1,1-dioxidotetrahydro-2H-thiopyran-4-yl)methyl 4-methylbenzenesulfonate

There total 8 articles about (1,1-dioxidotetrahydro-2H-thiopyran-4-yl)methyl 4-methylbenzenesulfonate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

(1,1-dioxo-hexahydro-1-thiopyran-4-yl)-methanol (473254-28-3) + p-toluenesulfonyl chloride (98-59-9) → (1,1-dioxidotetrahydro-2H-thiopyran-4-yl)methyl 4-methylbenzenesulfonate (928149-12-6)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 10 ℃; for 3h;

Reference yield:

(tetrahydro-2H-thiopyran-4-yl)methyl 4-methylbenzenesulfonate → (1,1-dioxidotetrahydro-2H-thiopyran-4-yl)methyl 4-methylbenzenesulfonate (928149-12-6)

Guidance literature:

With sodium periodate; In methanol; water; at 60 ℃; for 2h;

Reference yield:

(tetrahydro-2H-thiopyran-4-yl)methanol (100277-27-8) → (1,1-dioxidotetrahydro-2H-thiopyran-4-yl)methyl 4-methylbenzenesulfonate (928149-12-6)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium periodate / methanol; water / 4 h / 60 °C

2: dmap / pyridine; chloroform / 72 h / 20 °C

With dmap; sodium periodate; In pyridine; methanol; chloroform; water;

DOI:10.1016/j.bmcl.2011.01.082

upstream raw materials:

(1,1-dioxo-hexahydro-1-thiopyran-4-yl)-methanol

p-toluenesulfonyl chloride

(tetrahydro-2H-thiopyran-4-yl)methanol

Tetrahydrothiopyran-4-one

Downstream raw materials:

ethyl 2-(3-(4-((2'-chloro-4'-((1,1-dioxidotetrahydro-2H-thiopyran-4-yl)methoxy)-[1,1'-biphenyl]-3-yl)methoxy)phenyl)oxetan-3-yl)acetate

ethyl 2-(3-(4-((4'-((1,1-dioxidotetrahydro-2H-thiopyran-4-yl)methoxy)-2',6'-dimethyl-[1,1'-biphenyl]-3-yl)methoxy)phenyl)oxetan-3-yl)acetate